Natural Product: NPC176756

Natural Product ID:  NPC176756
Common Name:   Schisandilactone G
IUPAC Name:  
Synonyms:   Schisandilactone G
Molecular Formula:   C29H36O12
Standard InCHIKey:  ZGUYNIIFXPYCNB-NOHFOAMSSA-N
Standard InCHI:  InChI=1S/C29H36O12/c1-11-18-19(37-22(11)34)17-20-25(3,23(35)26(17,4)36)14(31)8-27-9-28-13(6-5-12(27)21(33)29(20,40-18)41-27)24(2,10-30)38-15(28)7-16(32)39-28/h11-13,15,17-21,30,33,36H,5-10H2,1-4H3/t11-,12-,13-,15+,17+,18+,19+,20-,21+,24-,25-,26+,27-,28+,29-/m0/s1
Canonical SMILES:  OC[C@]1(C)O[C@H]2[C@@]3([C@H]1CC[C@@H]1[C@@]4(C3)CC(=O)[C@]3([C@H]5[C@@]([C@@H]1O)(O4)O[C@@H]1[C@H](C)C(=O)O[C@@H]1[C@H]5[C@@](C3=O)(C)O)C)OC(=O)C2
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO7128 Cynthia savignyi NA NA NA UNPD*
NPO7850 Schisandra propinqua Species Schisandraceae Eukaryota UNPD*
NPO6903 Lecanora straminea Species Lecanoraceae Eukaryota UNPD*
NPO11167 Prunus ssiori Species Rosaceae Eukaryota UNPD*
NPO7374 Seseli montanum Species Apiaceae Eukaryota UNPD*
NPO9834 Veronica austriaca Species Plantaginaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 100000 nM 20681569
NPT139 Cell Line HT-29 Homo sapiens IC50 > 100000 nM 20681569
NPT111 Cell Line K562 Homo sapiens IC50 > 100000 nM 20681569

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC176756 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9899 High Similarity NPC167044
0.9604 High Similarity NPC217041
0.951 High Similarity NPC182185
0.9406 High Similarity NPC469787
0.9406 High Similarity NPC290247
0.9406 High Similarity NPC469788
0.9327 High Similarity NPC98870
0.9307 High Similarity NPC168890
0.9126 High Similarity NPC220773
0.9126 High Similarity NPC278693
0.9118 High Similarity NPC41674
0.9118 High Similarity NPC228311
0.9118 High Similarity NPC469441
0.8942 High Similarity NPC329876
0.8738 High Similarity NPC469350
0.8713 High Similarity NPC274695
0.8544 High Similarity NPC162024
0.8476 Intermediate Similarity NPC18433
0.8476 Intermediate Similarity NPC88890
0.8476 Intermediate Similarity NPC114365
0.8476 Intermediate Similarity NPC177518
0.8476 Intermediate Similarity NPC169089
0.8476 Intermediate Similarity NPC154962
0.8476 Intermediate Similarity NPC18044
0.8476 Intermediate Similarity NPC132304
0.8476 Intermediate Similarity NPC123070
0.8286 Intermediate Similarity NPC292803
0.8252 Intermediate Similarity NPC278028
0.8252 Intermediate Similarity NPC328180
0.8131 Intermediate Similarity NPC473526
0.8131 Intermediate Similarity NPC473701
0.8 Intermediate Similarity NPC470009
0.7966 Intermediate Similarity NPC144625
0.7895 Intermediate Similarity NPC475490
0.7881 Intermediate Similarity NPC186339
0.7805 Intermediate Similarity NPC224623
0.7787 Intermediate Similarity NPC469351
0.7727 Intermediate Similarity NPC166079
0.7723 Intermediate Similarity NPC314364
0.7686 Intermediate Similarity NPC11732
0.7664 Intermediate Similarity NPC211087
0.7636 Intermediate Similarity NPC100078
0.7615 Intermediate Similarity NPC244969
0.7615 Intermediate Similarity NPC213528
0.7568 Intermediate Similarity NPC306776
0.7561 Intermediate Similarity NPC13071
0.7524 Intermediate Similarity NPC472238
0.7524 Intermediate Similarity NPC472237
0.75 Intermediate Similarity NPC157328
0.748 Intermediate Similarity NPC172823
0.7477 Intermediate Similarity NPC88469
0.7456 Intermediate Similarity NPC475463
0.7451 Intermediate Similarity NPC470657
0.7438 Intermediate Similarity NPC1538
0.7426 Intermediate Similarity NPC473791
0.7391 Intermediate Similarity NPC473062
0.7383 Intermediate Similarity NPC470191
0.7379 Intermediate Similarity NPC31349
0.7379 Intermediate Similarity NPC51662
0.7364 Intermediate Similarity NPC178853
0.7355 Intermediate Similarity NPC192309
0.735 Intermediate Similarity NPC470115
0.735 Intermediate Similarity NPC79193
0.735 Intermediate Similarity NPC470116
0.7339 Intermediate Similarity NPC253995
0.7297 Intermediate Similarity NPC470172
0.729 Intermediate Similarity NPC217567
0.729 Intermediate Similarity NPC76136
0.729 Intermediate Similarity NPC329713
0.729 Intermediate Similarity NPC470424
0.7248 Intermediate Similarity NPC261372
0.7248 Intermediate Similarity NPC58267
0.7248 Intermediate Similarity NPC263674
0.7232 Intermediate Similarity NPC471253
0.7232 Intermediate Similarity NPC473406
0.7227 Intermediate Similarity NPC179429
0.7157 Intermediate Similarity NPC474266
0.7156 Intermediate Similarity NPC476728
0.7154 Intermediate Similarity NPC42747
0.7143 Intermediate Similarity NPC277583
0.713 Intermediate Similarity NPC206878
0.7119 Intermediate Similarity NPC97002
0.7103 Intermediate Similarity NPC474065
0.7103 Intermediate Similarity NPC474699
0.7071 Intermediate Similarity NPC83108
0.7071 Intermediate Similarity NPC214030
0.7064 Intermediate Similarity NPC215570
0.7059 Intermediate Similarity NPC475849
0.7059 Intermediate Similarity NPC212340
0.7054 Intermediate Similarity NPC478181
0.7054 Intermediate Similarity NPC259654
0.7054 Intermediate Similarity NPC298266
0.7049 Intermediate Similarity NPC163693
0.7049 Intermediate Similarity NPC147635
0.7041 Intermediate Similarity NPC179922
0.7019 Intermediate Similarity NPC478111
0.7018 Intermediate Similarity NPC470167
0.7 Intermediate Similarity NPC475616
0.7 Intermediate Similarity NPC193785
0.7 Intermediate Similarity NPC116683
0.6991 Remote Similarity NPC471254
0.6961 Remote Similarity NPC216941
0.6957 Remote Similarity NPC215408
0.6952 Remote Similarity NPC476717
0.6949 Remote Similarity NPC469824
0.6939 Remote Similarity NPC215030
0.6939 Remote Similarity NPC477867
0.6939 Remote Similarity NPC125164
0.693 Remote Similarity NPC473148
0.6923 Remote Similarity NPC208333
0.6923 Remote Similarity NPC227879
0.6916 Remote Similarity NPC200580
0.6911 Remote Similarity NPC142882
0.6909 Remote Similarity NPC305808
0.6903 Remote Similarity NPC67296
0.69 Remote Similarity NPC70996
0.69 Remote Similarity NPC474003
0.6897 Remote Similarity NPC203974
0.6881 Remote Similarity NPC475788
0.6881 Remote Similarity NPC161035
0.6869 Remote Similarity NPC228411
0.6864 Remote Similarity NPC106760
0.685 Remote Similarity NPC2757
0.6847 Remote Similarity NPC474297
0.6838 Remote Similarity NPC92890
0.6838 Remote Similarity NPC202898
0.6838 Remote Similarity NPC475319
0.6822 Remote Similarity NPC33398
0.6818 Remote Similarity NPC470423
0.6794 Remote Similarity NPC475376
0.6794 Remote Similarity NPC470117
0.6792 Remote Similarity NPC92139
0.6786 Remote Similarity NPC471241
0.6786 Remote Similarity NPC74466
0.6786 Remote Similarity NPC304445
0.6786 Remote Similarity NPC236580
0.6786 Remote Similarity NPC472273
0.6783 Remote Similarity NPC107385
0.678 Remote Similarity NPC228190
0.678 Remote Similarity NPC233433
0.678 Remote Similarity NPC473817
0.678 Remote Similarity NPC94086
0.678 Remote Similarity NPC236753
0.678 Remote Similarity NPC92297
0.678 Remote Similarity NPC273002
0.678 Remote Similarity NPC220836
0.6777 Remote Similarity NPC308858
0.6777 Remote Similarity NPC475537
0.6774 Remote Similarity NPC317635
0.6774 Remote Similarity NPC329008
0.6762 Remote Similarity NPC291310
0.6759 Remote Similarity NPC477440
0.6759 Remote Similarity NPC477443
0.6757 Remote Similarity NPC287354
0.6757 Remote Similarity NPC21897
0.6757 Remote Similarity NPC62407
0.675 Remote Similarity NPC477489
0.6746 Remote Similarity NPC129992
0.6742 Remote Similarity NPC219058
0.6742 Remote Similarity NPC256618
0.6735 Remote Similarity NPC470243
0.6731 Remote Similarity NPC148740
0.6731 Remote Similarity NPC102156
0.6729 Remote Similarity NPC239938
0.6727 Remote Similarity NPC211845
0.6727 Remote Similarity NPC476189
0.6727 Remote Similarity NPC122083
0.6727 Remote Similarity NPC256104
0.6727 Remote Similarity NPC182740
0.6726 Remote Similarity NPC292775
0.6698 Remote Similarity NPC51267
0.6697 Remote Similarity NPC477442
0.6697 Remote Similarity NPC477433
0.6697 Remote Similarity NPC477444
0.6696 Remote Similarity NPC142529
0.6696 Remote Similarity NPC126156
0.6696 Remote Similarity NPC475765
0.6696 Remote Similarity NPC80144
0.6696 Remote Similarity NPC91771
0.6696 Remote Similarity NPC476009
0.6696 Remote Similarity NPC475785
0.6695 Remote Similarity NPC224414
0.6695 Remote Similarity NPC472079
0.6695 Remote Similarity NPC469826
0.6694 Remote Similarity NPC319570
0.6694 Remote Similarity NPC102619
0.6692 Remote Similarity NPC473838
0.6692 Remote Similarity NPC475389
0.6667 Remote Similarity NPC474101
0.6667 Remote Similarity NPC291643
0.6667 Remote Similarity NPC53158
0.6667 Remote Similarity NPC472003
0.6667 Remote Similarity NPC475238
0.6667 Remote Similarity NPC471221
0.6667 Remote Similarity NPC20028
0.6641 Remote Similarity NPC273962
0.6641 Remote Similarity NPC104427
0.6641 Remote Similarity NPC198714
0.6641 Remote Similarity NPC42206
0.6639 Remote Similarity NPC475588

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC176756 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8476 Intermediate Similarity NPD4057 Clinical (unspecified phase)
0.8476 Intermediate Similarity NPD4056 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD1700 Approved
0.687 Remote Similarity NPD8170 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4238 Approved
0.6667 Remote Similarity NPD4802 Phase 2
0.6462 Remote Similarity NPD7078 Approved
0.6434 Remote Similarity NPD7492 Approved
0.6385 Remote Similarity NPD6616 Approved
0.6378 Remote Similarity NPD6059 Approved
0.6378 Remote Similarity NPD6054 Approved
0.6336 Remote Similarity NPD8293 Discontinued
0.6333 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6288 Remote Similarity NPD7736 Approved
0.6279 Remote Similarity NPD6370 Approved
0.6271 Remote Similarity NPD8086 Approved
0.6271 Remote Similarity NPD8085 Approved
0.6271 Remote Similarity NPD8139 Approved
0.6271 Remote Similarity NPD8082 Approved
0.6271 Remote Similarity NPD8084 Approved
0.6271 Remote Similarity NPD8083 Approved
0.6271 Remote Similarity NPD8138 Approved
0.6218 Remote Similarity NPD8275 Approved
0.6218 Remote Similarity NPD8276 Approved
0.6202 Remote Similarity NPD8269 Approved
0.6202 Remote Similarity NPD6016 Approved
0.6202 Remote Similarity NPD8267 Approved
0.6202 Remote Similarity NPD8268 Approved
0.6202 Remote Similarity NPD6015 Approved
0.6202 Remote Similarity NPD8266 Approved
0.6179 Remote Similarity NPD6371 Approved
0.6167 Remote Similarity NPD8081 Approved
0.6154 Remote Similarity NPD5988 Approved
0.6148 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6124 Remote Similarity NPD6319 Approved
0.6119 Remote Similarity NPD7319 Approved
0.6116 Remote Similarity NPD8393 Approved
0.6016 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6015 Remote Similarity NPD7507 Approved
0.6 Remote Similarity NPD896 Approved
0.6 Remote Similarity NPD8171 Discontinued
0.6 Remote Similarity NPD898 Approved
0.6 Remote Similarity NPD897 Approved
0.5952 Remote Similarity NPD6882 Approved
0.5935 Remote Similarity NPD6412 Phase 2
0.5926 Remote Similarity NPD6033 Approved
0.5906 Remote Similarity NPD8133 Approved
0.5905 Remote Similarity NPD3702 Approved
0.5891 Remote Similarity NPD6009 Approved
0.5865 Remote Similarity NPD8328 Phase 3
0.584 Remote Similarity NPD6372 Approved
0.584 Remote Similarity NPD6373 Approved
0.5833 Remote Similarity NPD7329 Approved
0.5827 Remote Similarity NPD8297 Approved
0.5812 Remote Similarity NPD5282 Discontinued
0.5806 Remote Similarity NPD8307 Discontinued
0.5806 Remote Similarity NPD8140 Approved
0.5784 Remote Similarity NPD229 Approved
0.5781 Remote Similarity NPD4632 Approved
0.578 Remote Similarity NPD6928 Phase 2
0.5766 Remote Similarity NPD3670 Clinical (unspecified phase)
0.5766 Remote Similarity NPD3669 Approved
0.576 Remote Similarity NPD7320 Approved
0.5748 Remote Similarity NPD6650 Approved
0.5748 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5748 Remote Similarity NPD6649 Approved
0.5738 Remote Similarity NPD8301 Approved
0.5738 Remote Similarity NPD8300 Approved
0.5727 Remote Similarity NPD1780 Approved
0.5727 Remote Similarity NPD1779 Approved
0.5726 Remote Similarity NPD6675 Approved
0.5726 Remote Similarity NPD5739 Approved
0.5726 Remote Similarity NPD7128 Approved
0.5726 Remote Similarity NPD6402 Approved
0.5714 Remote Similarity NPD3181 Approved
0.5714 Remote Similarity NPD8274 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8306 Approved
0.5714 Remote Similarity NPD6921 Approved
0.5714 Remote Similarity NPD8132 Clinical (unspecified phase)
0.5714 Remote Similarity NPD8305 Approved
0.5676 Remote Similarity NPD6435 Approved
0.5672 Remote Similarity NPD8080 Discontinued
0.5669 Remote Similarity NPD8087 Discontinued
0.5635 Remote Similarity NPD6899 Approved
0.5635 Remote Similarity NPD6686 Approved
0.5635 Remote Similarity NPD6881 Approved
0.563 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5612 Remote Similarity NPD5956 Approved
0.5612 Remote Similarity NPD3198 Approved

Structure

External Identifiers

PubChem CID   46918832
ChEMBL   CHEMBL1215356
ZINC  

Physicochemical Properties

Molecular Weight:  576.22
ALogP:  -2.726
MLogP:  3.33
XLogP:  -1.232
# Rotatable Bonds:  8
Polar Surface Area:  175.12
# H-Bond Aceptor:  12
# H-Bond Donor:  3
# Rings:  8
# Heavy Atoms:  41

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